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由羧酸酯直接制备三氟甲基酮:用(三氟甲基)三甲基硅烷进行三氟甲基化反应

Direct Preparation of Trifluoromethyl Ketones from Carboxylic Esters: Trifluoromethylation with (Trifluoromethyl)trimethylsilane.

作者信息

Wiedemann Jürgen, Heiner Thomas, Mloston Gregorz, Prakash G K Surya, Olah George A

机构信息

Donald P. and Katharine B. Loker Hydrocarbon Research Institute (and) Department of Chemistry, University of Southern California, University Park, Los Angeles, CA 90089-1661 (USA), Fax: (+1) 213-740-5087.

出版信息

Angew Chem Int Ed Engl. 1998 Apr 3;37(6):820-821. doi: 10.1002/(SICI)1521-3773(19980403)37:6<820::AID-ANIE820>3.0.CO;2-M.

Abstract

Previously difficult to prepare, aliphatic and alicyclic trifluoromethylketones (e.g. 1 and 2), which are of pharmacalogic interest as potential enzyme inhibitors, can now be synthesized easily and efficiently. The one-step reaction starting with carbonic esters and trimethyl(trifluoromethyl)silane is induced by tetrabutylammonium fluoride in nonpolar, aprotic solvents and proceeds without formation of double-addition products.

摘要

以前难以制备的脂肪族和脂环族三氟甲基酮(例如1和2),作为潜在的酶抑制剂具有药理学意义,现在可以轻松高效地合成。由碳酸酯和三甲基(三氟甲基)硅烷开始的一步反应由氟化四丁铵在非极性非质子溶剂中引发,且反应过程中不会形成双加成产物。

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